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Caribbean Islands

$237+ Cheap flights from Alaska to Caribbean Islands

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/25. Fares are subject to change and may not be available on all flights or dates of travel.
ANC — SJU
Apr 29 — May 61
Tue 4/29
Tue 5/6
1 adult, Economy
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Cheap flight deals from Alaska to Caribbean Islands

Keep the following information in mind while searching for Alaska to Caribbean Islands flight deals. Data was last updated April 24, 2025.

Round-trip from

$588
(Delta)

One-way from

$237
(Delta)

Popular in

December

Cheapest in

April

Average price

$782
From Alaska to Caribbean Islands
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One-way flight from Alaska to Caribbean Islands
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Highest demand for flights based on searches. 4% potential increase in price ($44 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($30 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Find flight deals from Alaska to Caribbean Islands

Cheapest flights from Alaska to Caribbean Islands
Explore the most affordable flight options available from Alaska to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 24, 2025.

This Delta deal was found by Cheapflights users on 4/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/145:15 pmANC - NAS
2 stops14h 32mDelta
Sun 9/212:37 pmNAS - ANC
2 stops15h 08mDelta
Deal found 4/24$588
This Delta deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/512:40 amANC - SJU
2 stops17h 37mDelta
Wed 12/102:26 pmSJU - ANC
2 stops16h 19mDelta
Deal found 4/23$764
This United Airlines deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/1311:59 pmANC - SJU
2 stops19h 58mUnited Airlines
Tue 5/277:45 amSJU - ANC
2 stops19h 07mUnited Airlines
Deal found 4/23$828
This eDestinos deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/18:55 pmANC - SJU
1 stop14h 21mMultiple Airlines
Sun 8/33:40 amSJU - ANC
2 stops36h 36mMultiple Airlines
Deal found 4/23$849
This Delta deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/138:25 pmANC - SDQ
1 stop12h 59mDelta
Wed 8/206:05 amSDQ - ANC
2 stops17h 25mDelta
Deal found 4/23$868
This Mytrip deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/71:20 pmANC - NAS
3 stops25h 55mMultiple Airlines
Sat 6/1411:30 amNAS - ANC
3 stops28h 46mMultiple Airlines
Deal found 4/23$875
This American Airlines deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/121:31 amANC - SJU
2 stops15h 02mAmerican Airlines
Tue 5/277:15 amSJU - ANC
2 stops19h 19mAmerican Airlines
Deal found 4/23$894
This American Airlines deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/261:44 amFAI - SJU
2 stops14h 49mAmerican Airlines
Thu 6/58:00 amSJU - FAI
2 stops20h 24mAmerican Airlines
Deal found 4/22$915
This Alaska Airlines deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/612:18 amANC - NAS
1 stop15h 41mAlaska Airlines
Sat 6/148:00 amNAS - ANC
1 stop20h 08mAlaska Airlines
Deal found 4/23$921
This United Airlines deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/72:25 pmANC - NAS
2 stops17h 23mUnited Airlines
Sat 6/145:00 pmNAS - ANC
2 stops33h 52mUnited Airlines
Deal found 4/23$936
This Delta deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/45:19 pmANC - PUJ
2 stops15h 01mDelta
Sun 7/131:10 pmPUJ - ANC
2 stops16h 22mDelta
Deal found 4/23$978
This Alaska Airlines deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/611:30 amANC - SJU
3 stops22h 23mAlaska Airlines
Wed 12/108:09 amSJU - ANC
3 stops23h 30mAlaska Airlines
Deal found 4/23$984

Cheapflights Fare Finder

Customize your flight search to find flights from Alaska to Caribbean Islands that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 24, 2025.
Use the filters below to find and compare flights from Alaska to Caribbean Islands that are best for you.

Fly from

Alaska

Fly to

Caribbean Islands

Route

Depart

Return

Price

AnchorageNassau

ANC - NAS

ANCNAS

Anchorage

Sun 9/14

5:15 pm-11:47 am

2 stops14h 32m

Nassau Intl

Sun 9/21

2:37 pm-1:45 am

2 stops15h 08m

$588

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Fri 8/1

9:55 pm-3:18 pm

1 stop13h 23m

San Juan Luis Munoz Marin Intl

Mon 8/4

6:15 am-8:31 pm

2 stops18h 16m

$784

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Tue 5/13

11:59 pm-11:57 pm

2 stops19h 58m

San Juan Luis Munoz Marin Intl

Tue 5/27

7:45 am-10:52 pm

2 stops19h 07m

$828

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Fri 8/1

8:55 pm-3:16 pm

1 stop14h 21m

San Juan Luis Munoz Marin Intl

Sun 8/3

3:40 am-12:16 pm

2 stops36h 36m

$849

AnchorageSanto Domingo

ANC - SDQ

ANCSDQ

Anchorage

Wed 8/13

8:25 pm-1:24 pm

1 stop12h 59m

Santo Domingo Las Americas

Wed 8/20

6:05 am-7:30 pm

2 stops17h 25m

$868

AnchorageNassau

ANC - NAS

ANCNAS

Anchorage

Sat 6/7

1:20 pm-7:15 pm

3 stops25h 55m

Nassau Intl

Sat 6/14

11:30 am-12:16 pm

3 stops28h 46m

$875

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Mon 5/12

1:31 am-8:33 pm

2 stops15h 02m

San Juan Luis Munoz Marin Intl

Tue 5/27

7:15 am-10:34 pm

2 stops19h 19m

$894

FairbanksSan Juan

FAI - SJU

FAISJU

Fairbanks

Mon 5/26

1:44 am-8:33 pm

2 stops14h 49m

San Juan Luis Munoz Marin Intl

Thu 6/5

8:00 am-12:24 am

2 stops20h 24m

$915

AnchorageNassau

ANC - NAS

ANCNAS

Anchorage

Fri 6/6

12:18 am-7:59 pm

1 stop15h 41m

Nassau Intl

Sat 6/14

8:00 am-12:08 am

1 stop20h 08m

$921

AnchorageNassau

ANC - NAS

ANCNAS

Anchorage

Sat 6/7

2:25 pm-11:48 am

2 stops17h 23m

Nassau Intl

Sat 6/14

5:00 pm-10:52 pm

2 stops33h 52m

$936

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/23

Showing 1-10 of 35 results
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Best time to book a flight from Alaska to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands from Alaska with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Alaska to Caribbean Islands

What is the cheapest month to book a flight from Alaska to Caribbean Islands?

Currently, September is the cheapest month in which you can book a flight from Alaska to Caribbean Islands (average of $254). Flying from Alaska to Caribbean Islands in December is currently the most expensive (average of $336). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from AK to EPX?

Find hourly flight availability from Alaska to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 24, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Alaska to Caribbean Islands as you normally would.

Rainfall in Caribbean Islands by month

Plan your trip to Caribbean Islands by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Caribbean Islands ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Caribbean Islands when rainfall is around 2.2 in.

Temperature in Caribbean Islands by month

Plan your trip to Caribbean Islands by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Caribbean Islands, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

Reviews of airlines servicing Caribbean Islands

Get insights into the airlines that provide service to Caribbean Islands. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean Islands. Reviews last updated April 24, 2025.
Peruse reviews from past customers who have flown with Alaska Airlines, Delta and United Airlines from Alaska to Caribbean Islands to help guide your decision. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
9,918 reviews

Boarding

8.2

Comfort

7.9

Crew

8.5

Entertainment

7.1

Overall

8.0

Food

7.1

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Alaska Airlines
8.0
Very good
9,918 reviews
Alaska Airlines
8.0
Very good
9,918 reviews

Boarding

8.2

Comfort

7.9

Crew

8.5

Entertainment

7.1

Overall

8.0

Food

7.1

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Delta
8.0
Very good
7,920 reviews
Alaska Airlines
8.0
Very good
9,918 reviews

Boarding

8.2

Comfort

7.9

Crew

8.5

Entertainment

7.1

Overall

8.0

Food

7.1

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
United Airlines
7.4
Good
8,685 reviews
Alaska Airlines
8.0
Very good
9,918 reviews

Boarding

8.2

Comfort

7.9

Crew

8.5

Entertainment

7.1

Overall

8.0

Food

7.1

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
9,918 reviews

Boarding

8.2

Comfort

7.9

Crew

8.5

Entertainment

7.1

Overall

8.0

Food

7.1

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Sun Country Air
6.9
Okay
349 reviews
Alaska Airlines
8.0
Very good
9,918 reviews

Boarding

8.2

Comfort

7.9

Crew

8.5

Entertainment

7.1

Overall

8.0

Food

7.1

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >

Related info for your journey

Find useful and relevant information for your journey from Alaska to Caribbean Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines to fly from Alaska to Caribbean Islands one-way?

    The cheapest airline one-way is Delta, with whom users have recently found tickets for as low as $237. However, be on the lookout for offers from Sun Country Air and American Airlines, as they are both options that can get you from Alaska to Caribbean Islands for a low price.

  • Can I find deals for flights from Alaska to Caribbean Islands that include hotel bookings?

    Yes. In addition to deals on Alaska to Caribbean Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Alaska to Caribbean Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Alaska to Caribbean Islands.

  • Can I find deals for business class flights from Alaska to Caribbean Islands?

    Yes. Cheapflights offers flight deals from Alaska to Caribbean Islands by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Alaska to Caribbean Islands?

    Currently, September is the cheapest month in which you can book a flight from Alaska to Caribbean Islands (average of $254). Flying from Alaska to Caribbean Islands in December is currently the most expensive (average of $336). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Alaska to Caribbean Islands

See prices for flight routes from nearby airports that may be better suited for you.
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Top 4 airlines flying from Alaska to Caribbean Islands

Discover the top 4 airlines that operate flights from Alaska to Caribbean Islands. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 24, 2025.
AirlineCheapestAverageFlexibilityOn-time
Alaska AirlinesCheapest$395Average$649FlexibilityNo cancel feeOn-time75%
DeltaCheapest$500Average$1,103FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$587Average$1,021FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$732Average$992FlexibilityNo cancel feeOn-time69%

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